Organic Letters

, volume 19 , issue 19 , pages 5284-5287

Tandem Synthesis of Pyrrolo[2,3-b]quinolones via Cadogen-Type Reaction

Zhichen Lin ¹

Zhongyan Hu ^{1, 2}

Xin Zhang ²

Jinhuan Dong ²

Jian-Biao Liu ²

De-Zhan Chen ²

Xianxiu Xu ^{1, 2}

Hide authors affiliations Show authors affiliations: 2 affiliations

Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, Department of Chemistry, Northeast Normal University, Changchun 130024, China |

College of Chemistry, Chemical Engineering and Materials Science, Collaborative Innovation Center of Functionalized Probes for Chemical Imaging in Universities of Shandong, Key Laboratory of Molecular and Nano Probes, Ministry of Education, Shandong Normal University, Jinan 250014, China |

Publication type: Journal Article

Publication date: 2017-09-14

American Chemical Society (ACS)

Organic Letters

scimago Q1

wos Q1

SJR: 1.235

CiteScore: 8.7

Impact factor: 5.0

ISSN: 15237060, 15237052

DOI: 10.1021/acs.orglett.7b02558

Copy DOI

PubMed ID: 28910113

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

Abstract

A tandem [3 + 2] cycloaddition/reductive cyclization of nitrochalcones with activated methylene isocyanides for the efficient synthesis of pyrrolo[2,3-b]quinolones is reported. In this reaction, the in situ generated dihydropyrroline acts as the internal reductant to convert the nitro into an electrophilic nitroso group, which undergoes subsequent C-N bond formation. Transition-metal-free, simple experimental procedure and ready accessibility of starting materials characterize the present transformation.

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GOST |

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GOST Copy

Lin Z. et al. Tandem Synthesis of Pyrrolo[2,3-b]quinolones via Cadogen-Type Reaction // Organic Letters. 2017. Vol. 19. No. 19. pp. 5284-5287.

GOST all authors (up to 50) Copy

Lin Z., Hu Z., Zhang X., Dong J., Liu J., Chen D., Xu X. Tandem Synthesis of Pyrrolo[2,3-b]quinolones via Cadogen-Type Reaction // Organic Letters. 2017. Vol. 19. No. 19. pp. 5284-5287.

RIS |

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RIS Copy

TY - JOUR

DO - 10.1021/acs.orglett.7b02558

UR - https://doi.org/10.1021/acs.orglett.7b02558

TI - Tandem Synthesis of Pyrrolo[2,3-b]quinolones via Cadogen-Type Reaction

T2 - Organic Letters

AU - Lin, Zhichen

AU - Hu, Zhongyan

AU - Zhang, Xin

AU - Dong, Jinhuan

AU - Liu, Jian-Biao

AU - Chen, De-Zhan

AU - Xu, Xianxiu

PY - 2017

DA - 2017/09/14

PB - American Chemical Society (ACS)

SP - 5284-5287

IS - 19

VL - 19

PMID - 28910113

SN - 1523-7060

SN - 1523-7052

ER -

BibTex |

Cite this

BibTex (up to 50 authors) Copy

@article{2017_Lin,

author = {Zhichen Lin and Zhongyan Hu and Xin Zhang and Jinhuan Dong and Jian-Biao Liu and De-Zhan Chen and Xianxiu Xu},

title = {Tandem Synthesis of Pyrrolo[2,3-b]quinolones via Cadogen-Type Reaction},

journal = {Organic Letters},

year = {2017},

volume = {19},

publisher = {American Chemical Society (ACS)},

month = {sep},

url = {https://doi.org/10.1021/acs.orglett.7b02558},

number = {19},

pages = {5284--5287},

doi = {10.1021/acs.orglett.7b02558}

}

MLA

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MLA Copy

Lin, Zhichen, et al. “Tandem Synthesis of Pyrrolo[2,3-b]quinolones via Cadogen-Type Reaction.” Organic Letters, vol. 19, no. 19, Sep. 2017, pp. 5284-5287. https://doi.org/10.1021/acs.orglett.7b02558.

Publisher

American Chemical Society (ACS)

Journal

Organic Letters

scimago Q1

wos Q1

SJR

1.235

CiteScore

8.7

Impact factor

5.0

ISSN

15237060 (Print)

15237052 (Electronic)